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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2359290Generated: October 30, 2026

Methanesulfonamide → 5-chloro-2,4-difluoro-N-(methylsulfonyl)benzamide

https://huagongshe.com/reaction/2359290

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonamideHCID 72879—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant5-Chloro-2,4-difluorobenzoic acidHCID 14876417—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
Product5-chloro-2,4-difluoro-N-(methylsulfonyl)benzamideHCID 5804241795.2%

Reaction Steps

5-chloro-2,4-difluorobenzoic acid (0.291 g, 1.511 mmol), N-Ethyl-N′-(3-dimethylaminopropyl)carbodiimide hydrochloride (0.438 g, 2.285 mmol) and 4-dimethylaminopyridine (0.420 g, 3.438 mmol) were suspended in DCM (5 mL). Methanesulfonamide (0.222 g, 2.334 mmol) was added and the mixture was stirred at room temperature for 18 hours. The reaction mixture was diluted with DCM (10 mL) and washed with aqueous HCl solution (2 M, 2×15 mL). The organic layer was dried with a phase separating cartridge and concentrated in vacuo to yield the title compound as a white solid (0.388 g):

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08685977B2
Source datasetuspto-grants-2014_04
ORD IDord-7b09bc9fd2054a6cb015eb3d8a29222f
Source noteuspto-grants-2014_04